JP5366192B2 - Ｍａｏｂ阻害剤としての純粋な４−ピロリジノフェニルベンジルエーテル誘導体の製造方法 - Google Patents

Ｍａｏｂ阻害剤としての純粋な４−ピロリジノフェニルベンジルエーテル誘導体の製造方法 Download PDF

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JP5366192B2
JP5366192B2 JP2008501217A JP2008501217A JP5366192B2 JP 5366192 B2 JP5366192 B2 JP 5366192B2 JP 2008501217 A JP2008501217 A JP 2008501217A JP 2008501217 A JP2008501217 A JP 2008501217A JP 5366192 B2 JP5366192 B2 JP 5366192B2
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formula
compound
salt
halogen
racemate
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JP2008533076A (ja
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ヒルトブラント，シュテファン
ローリー，ブルーノ
ヴォステル，ヴォルフガング
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F Hoffmann La Roche AG
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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D207/18—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member
    • C07D207/22—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D207/24—Oxygen or sulfur atoms
    • C07D207/26—2-Pyrrolidones
    • C07D207/273—2-Pyrrolidones with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to other ring carbon atoms
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    • C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D207/18—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member
    • C07D207/22—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D207/24—Oxygen or sulfur atoms
    • C07D207/26—2-Pyrrolidones
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    • A61K31/00—Medicinal preparations containing organic active ingredients
    • A61K31/33—Heterocyclic compounds
    • A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/40—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with one nitrogen as the only ring hetero atom, e.g. sulpiride, succinimide, tolmetin, buflomedil
    • A61K31/402—1-aryl substituted, e.g. piretanide
    • A—HUMAN NECESSITIES
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    • A61P25/28—Drugs for disorders of the nervous system for treating neurodegenerative disorders of the central nervous system, e.g. nootropic agents, cognition enhancers, drugs for treating Alzheimer's disease or other forms of dementia
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00—Drugs for disorders of the nervous system
    • A61P25/30—Drugs for disorders of the nervous system for treating abuse or dependence
    • A61P25/32—Alcohol-abuse
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00—Drugs for disorders of the nervous system
    • A61P25/30—Drugs for disorders of the nervous system for treating abuse or dependence
    • A61P25/34—Tobacco-abuse
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P3/00—Drugs for disorders of the metabolism
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    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D207/18—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member
    • C07D207/22—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D207/24—Oxygen or sulfur atoms
    • C07D207/26—2-Pyrrolidones
    • C07D207/273—2-Pyrrolidones with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to other ring carbon atoms
    • C07D207/277—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
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    • C07B2200/07—Optical isomers

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  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
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  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Pyrrole Compounds (AREA)
JP2008501217A 2005-03-15 2006-03-14 Ｍａｏｂ阻害剤としての純粋な４−ピロリジノフェニルベンジルエーテル誘導体の製造方法 Expired - Fee Related JP5366192B2 (ja)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
EP05102030 2005-03-15
EP05102030.3 2005-03-15
PCT/EP2006/002314 WO2006097270A1 (en) 2005-03-15 2006-03-14 Method of preparation of pure 4-pyrrolidinophenylbenzyl ether derivatives as maob inhibitors

Related Child Applications (1)

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JP2011252413A Division JP2012067122A (ja) 2005-03-15 2011-11-18 Ｍａｏｂ阻害剤としての純粋な４−ピロリジノフェニルベンジルエーテル誘導体の製造方法

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JP2008533076A JP2008533076A (ja) 2008-08-21
JP5366192B2 true JP5366192B2 (ja) 2013-12-11

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JP2008501217A Expired - Fee Related JP5366192B2 (ja) 2005-03-15 2006-03-14 Ｍａｏｂ阻害剤としての純粋な４−ピロリジノフェニルベンジルエーテル誘導体の製造方法
JP2011252413A Withdrawn JP2012067122A (ja) 2005-03-15 2011-11-18 Ｍａｏｂ阻害剤としての純粋な４−ピロリジノフェニルベンジルエーテル誘導体の製造方法

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US (2) US7501528B2 (pt)
EP (1) EP1861363B1 (pt)
JP (2) JP5366192B2 (pt)
KR (1) KR100915737B1 (pt)
CN (1) CN101142182B (pt)
AT (1) ATE526312T1 (pt)
AU (1) AU2006224774B2 (pt)
BR (1) BRPI0609061A2 (pt)
CA (1) CA2600761C (pt)
ES (1) ES2373738T3 (pt)
IL (1) IL185545A (pt)
MX (1) MX2007011155A (pt)
TW (1) TW200714584A (pt)
WO (1) WO2006097270A1 (pt)

Families Citing this family (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US7501528B2 (en) * 2005-03-15 2009-03-10 Hoffmann-La Roche Inc. Method for preparing enantiomerically pure 4-pyrrolidino phenylbenzyl ether derivatives
ITMI20061297A1 (it) * 2006-07-04 2008-01-05 Laboratorio Chimico Int Spa Procedimento per la preparazione della'acido (r)-(-)-3-(carbamoilmetil)-5-metilesanoico e del pregabalin e intermedi di sintesi
CN105111105B (zh) * 2012-03-07 2017-08-15 浙江九洲药业股份有限公司 一种n‑甲氧羰基‑l‑叔亮氨酸的制备方法
NZ711598A (en) 2013-03-14 2016-09-30 Dart Neuroscience Cayman Ltd Substituted naphthyridine and quinoline compounds as mao inhibitors
WO2015063001A1 (en) 2013-10-29 2015-05-07 F. Hoffmann-La Roche Ag Crystalline forms of a pyrrolidone derivative useful in the treatment of alzheimer's disease and preparation thereof
WO2016156124A1 (en) 2015-03-27 2016-10-06 F. Hoffmann-La Roche Ag Pharmaceutical formulation comprising sembragiline
MX2020003821A (es) 2017-10-10 2023-01-12 Biogen Inc Proceso de elaboración de espiroderivados.
CA3092747A1 (en) 2018-03-08 2019-09-12 Sunshine Lake Pharma Co., Ltd. Pyrrolidineamide derivatives and uses thereof

Family Cites Families (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS6012339B2 (ja) * 1976-08-04 1985-04-01 日本化薬株式会社 光学活性マンデル酸・フエニルグリシノ−ル塩及びその製造法
US4348393A (en) * 1978-06-09 1982-09-07 Delalande S.A. N-Aryl oxazolidinones, oxazolidinethiones, pyrrolidinones, pyrrolidines and thiazolidinones
JPH0395138A (ja) * 1989-09-07 1991-04-19 Nissan Chem Ind Ltd ３―メチルヘプタン酸の光学分割法
US5679715A (en) 1995-06-07 1997-10-21 Harris; Richard Y. Method for treating multiple sclerosis
CA2244253C (en) 1996-03-15 2002-11-12 Somerset Pharmaceuticals, Inc. Method for preventing and treating peripheral neuropathy by administering selegiline
WO2001034172A2 (en) 1999-11-05 2001-05-17 Vela Pharmaceuticals Inc. Methods and compositions for treating reward deficiency syndrome
TW504694B (en) * 2000-01-12 2002-10-01 Hitachi Ltd Non-volatile semiconductor memory device and semiconductor disk device
PA8583001A1 (es) * 2002-09-20 2004-04-23 Hoffmann La Roche Derivados de 4-pirrolidino-fenil-bencil eter como inhibidores de mao-b
US7148362B2 (en) * 2003-09-18 2006-12-12 Hoffmann-La Roche Inc. Process for the preparation of enantiopure pyrrolidin-2-one derivatives
AU2005268894B2 (en) * 2004-08-02 2010-12-16 F. Hoffmann-La Roche Ag Benzyloxy derivatives as MAOB inhibitors
US7501528B2 (en) * 2005-03-15 2009-03-10 Hoffmann-La Roche Inc. Method for preparing enantiomerically pure 4-pyrrolidino phenylbenzyl ether derivatives

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Publication number Publication date
AU2006224774B2 (en) 2011-08-18
ATE526312T1 (de) 2011-10-15
ES2373738T3 (es) 2012-02-08
JP2012067122A (ja) 2012-04-05
TW200714584A (en) 2007-04-16
JP2008533076A (ja) 2008-08-21
WO2006097270A1 (en) 2006-09-21
CN101142182A (zh) 2008-03-12
MX2007011155A (es) 2007-10-23
KR100915737B1 (ko) 2009-09-04
BRPI0609061A2 (pt) 2010-02-17
US7501528B2 (en) 2009-03-10
US8227505B2 (en) 2012-07-24
CN101142182B (zh) 2012-06-06
KR20070103497A (ko) 2007-10-23
IL185545A (en) 2011-11-30
CA2600761C (en) 2014-05-13
US20090171100A1 (en) 2009-07-02
CA2600761A1 (en) 2006-09-21
IL185545A0 (en) 2008-01-06
AU2006224774A1 (en) 2006-09-21
EP1861363B1 (en) 2011-09-28
US20060211868A1 (en) 2006-09-21
EP1861363A1 (en) 2007-12-05

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